Homes, values and local insight for Windsor, Berkshire County, Massachusetts. Typical home value $362,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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Windsor is a town in Berkshire County, Massachusetts, home to about 817 people across 35.0 square miles of land. The median household income is $105,000 and 97% of households own their home. The median home was built in 1968.
Nearby you will find Savoy, Cheshire, Dalton. Ryan and Megan help buyers compare Windsor with these towns on price, commute and lifestyle.
The typical home in Windsor is worth $362,000, 8% below the Berkshire County typical value of $392,000 and 45% below the Massachusetts typical value of $662,000.
Zillow Home Value Index for Windsor, August 2026. The middle of the market for single family homes and condos.
Home values in Windsor moved +28.5% over five years and +92.9% over ten.
Share of occupied homes in Windsor lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Windsor.
Median age of residents in Windsor.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical Windsor home of $362,000:
Ryan and Megan price Windsor homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $326,000 · 655 residents
Area guide →Typical value $363,000 · 3,190 residents
Area guide →Typical value $348,000 · 6,198 residents
Area guide →Typical value $388,000 · 1,890 residents
Area guide →Typical value $326,000 · 649 residents
Area guide →Typical value $392,000 · 819 residents
Area guide →See the full Berkshire County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Windsor was $362,000 in August 2026, +1.4% over the past year.
Windsor is in Berkshire County, Massachusetts.
About 817 people as of the 2024 Census Bureau estimate, compared with 827 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
97% of occupied homes in Windsor are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in Windsor, MA before they hit the big home search sites.
The typical home in Windsor is worth $355,188 as of August 2026 in ZIP code 01270. Values moved +1.1% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 01270 | $355,188 | +1.1% | +26.0% | $75,000 | 43 |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.
